| 1 | Sat 25 Oct | 113-3 v Lydd TownStaplehurst Monarchs 3-3 Lydd Town | Southern Counties East League First Division |
| 2 | Sat 1 Nov | 111-2 v FC ElmsteadFC Elmstead 2-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 3 | Mon 10 Nov | 71-1 v SE DonsSE Dons 1-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 4 | Sat 15 Nov | 7 1-1 v Rochester UnitedStaplehurst Monarchs 1-1 Rochester United | Southern Counties East League First Division |
| 5 | Sat 29 Nov | 70-3 v Lordswood AFCLordswood AFC 3-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 6 | Sat 6 Dec | 71-0 v CroydonCroydon 0-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 7 | Sat 20 Dec | 74-2 v Sheppey SportsSheppey Sports 2-4 Staplehurst Monarchs | Southern Counties East League First Division |
| 8 | Sat 10 Jan | 7 1-2 v SC ThamesmeadSC Thamesmead 2-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 9 | Sat 24 Jan | 75-1 v Halls AFCHalls AFC 1-5 Staplehurst Monarchs | Southern Counties East League First Division |
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